
Villa holiday rentals in Collingwood
Find and book unique villas on Airbnb
Top-rated villa rentals in Collingwood
Guests agree: these villas are highly rated for location, cleanliness and more.

Spend Mother’s Day Steps from Blue Mtn Village KQQ
It’s kind of springwinter right now in The Blue Mtns.The Village is bustling steps away from our condo.Perfect time to experience and make memories at Blue Mtn Village.Enjoy 2 decks, 1 facing Mtn slopes with BBQ.1 facing Monterra Golf 1st hole. 7 guests:1 person on new futon in living room (2 littles to get to 8).We provide the bedding.1 king Master.with electric sauna 2/,Queen bedrooms..Lots of space. Living room w/gas fireplace.2 Smart TV’s dining room kitchen laundry2 free parking spaces 5*s

Executive Villa - Year Round Swim Spa & Game Room
Mediterranean inspired country villa: Get away from the big city and unwind in this luxurious custom built bungaloft - total 6000 Sq Ft livable space . Situated in an exclusive estate community enclave and sits on a private 2 acre property. The residence boasts a high-end kitchens, year round swim spa (outside) and game room (basement). Enjoy great shopping at nearby Tanger Outlet Mall. A short drive to Cooks Bay Marina, & only 20 minutes from Canada’s Wonderland & Snow Valley Ski resort.

Luxury Waterfront Retreat • Beach • Sleeps 26
Escape to Green River Villa, a private 7-acre waterfront retreat near Muskoka, perfect for family reunions, retreats, and group getaways. Surrounded by nature and overlooking the peaceful Green River, the spacious villa offers multiple private sleeping suites and expansive gathering areas. Enjoy kayaking, fishing, and relaxing on the private beach, or paddle scenic waterways connecting to Lake Simcoe. Year-round activities include boating, golf, ice fishing, snowmobiling, and nature walks.

Fabulous vacation out of City
Fabulous spacious raise bungalow home, excellent location, country living & easy to commute to the City. Open concept, a lot of privacy. Shared space: family room with fireplace, exercise area ( few machines ). Private room and bathroom in the lower level. The room is equipped with: tv, a small fridge, coffee maker, mixer, microwave, iron,i.board, 2 pillows, blanket, 2 robes. 4 beach towels, Parking available on the driveway, parking permit you can buy in the city office for the plate #

Cape Cod Villa @ Coffin Ridge
Enjoy the peace and tranquillity of the Annan country side on a beautiful 35 acre property over looking Georgian Bay. Located just 2.5 hours from Toronto and only 15 minutes from the quaint town of Meaford. Explore the unique Coffin Ridge winery located a few meters up the road. Cozy up to the toasty two sided gas fireplace on those cooler nights or open up the French doors and fall out onto a magnificent stone terrace/deck to eat breakfast while gazing out onto the shores of Georgian Bay.

The Family Escape Townhome
Conveniently located in Collingwood, Ontario only 1.5 hours from the GTA, this home is a 5 minute drive to Blue Mountain Resort, a 7 minute drive to Northwinds Beach & 20 minute drive to Wasaga Beach (the largest fresh water beach in the world!). Enjoy hiking/biking trails, golf and so much more! Set your day’s agenda from hitting the slopes, to relaxing at the spa. This home will make you feel warm and welcomed to the four-season destination of Collingwood & our neighbour Blue Mountain!

Beautiful bungalow on 9 acres with River
Large spacious bungalow on 9 beautiful private acres. Enjoy all the aspects of privacy and nature. Go fishing in the River or hang out by the treehouse that has a sofa bed and single bunk. 4 bedroom bungalow that can easily sleep 10 adults. Large open kitchen, dining and living area. 3.5 baths, large basement area and 3 T.V's and gym. The outdoor space has 4 fire pit's a large dog run with a heated dog house, river that surrounds the grounds. 2 min drive from stores and Tim Hortons

In Pines •Cozy Escape • Screened Porch • Beach
Escape to In Pines — a bright and spacious retreat nestled in Tiny, LaFontaine, just a 3–4 minute walk to the beautiful sandy beaches of Georgian Bay. Wake up to sunlight streaming through large windows, enjoy peaceful mornings surrounded by nature, and unwind by the fire pit or on the cozy screened porch after a day at the beach. Designed for comfort and connection, this home is perfect for families and groups looking to relax, recharge, and create lasting memories in every season.

Luxury Collingwood Getaway
Exquisite Custom Built Bungalow w/ 4 Beds, 4 baths & luxurious finishes throughout. ( 1 king, 1 queen, 1 double bed, 1 queen blowup set) Located in Collingwood, this stunning property has a balance of indoor and outdoor space. Unwind in the inviting hot tub, perfect for starlit evenings & soothing relaxation. This property offers a convenient proximity to Collingwood's finest amenities, hiking trails, & ski resorts are just a short drive away, ensuring year-round enjoyment.

Beach1*com - Villa #32 - Riverfront, Hot Tub
Located in the heart of Wasaga Beach on the Nottawasaga River, Beach1 Riverfront Resort has plenty to offer! Our resort features 3 separate stone crafted beach houses that can accommodate 15 guests each. It's a perfect place for large families & friends on vacation. Enjoy BBQs and bonfires with a riverside sunset and spectacular views. Being in the heart of Beach Area 1, you are right beside the events, attractions, and everything else the main end has to offer.

Entire Villa with beautiful fenced backyard
This cozy and elegant villa is situated on 0.5 acre with spacious first-floor master bedroom suite, lovely sunroom, beautiful fenced backyard, fire pit and long driveway. Awesome location with lots of greenery, fall colours and fairy tale snow scenes! Everything is close by but you are in the peaceful countryside. 3 mins from HWY 400 and 30 mins from airport. No any kind of party is allowed here and no any street parking. Thanks for your great understanding!

Beach1 Riverfront Resort - Villa #36
Located on the Nottawasaga River, in heart of Wasaga Beach, this beautiful, large waterfront property has plenty to offer! With three 2400 sq. ft. stone crafted detached houses, that can accommodate 17 guests each, it is a perfect place for multiple families or large groups on vacation. Being close to Beach Area 1, your walk to the main attractions on the beach and strip is very short. Enjoy BBQ's and bonfires with a riverside sunset!
Popular amenities for villa rentals in Collingwood
Private villa rentals

Spend Mother’s Day Steps from Blue Mtn Village KQQ

The Blue Mountains New Villa

The Sandals Of Tiny Hottub, Sauna, White SandBeach

Entire Villa with beautiful fenced backyard

Luxury Collingwood Getaway

The Family Escape Townhome

Beautiful Getaway Location - Cuddles Cove

Executive Villa - Year Round Swim Spa & Game Room
Luxury villa rentals

Executive Villa - Year Round Swim Spa & Game Room

Cape Cod Villa @ Coffin Ridge

The Blue Mountains New Villa

In Pines •Cozy Escape • Screened Porch • Beach

Beach1*com - Villa #32 - Riverfront, Hot Tub

Luxury Waterfront Retreat • Beach • Sleeps 26

Beautiful bungalow on 9 acres with River
Villa rentals with a hot tub

Executive Villa - Year Round Swim Spa & Game Room

The Blue Mountains New Villa

Beach1 Riverfront Resort - Villa #36

The Sandals Of Tiny Hottub, Sauna, White SandBeach

Beach1*com - Villa #32 - Riverfront, Hot Tub

Fabulous vacation out of City

Luxury Collingwood Getaway
Quick stats about villa rentals in Collingwood

Nightly prices starting at
Collingwood holiday rentals start at $233 SGD per night before taxes and fees

Verified guest reviews
Over 130 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Collingwood rentals

4.8 Average rating
Collingwood stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Laurentides Holiday rentals
- Detroit Holiday rentals
- Mont-Tremblant Holiday rentals
- Rentals with a kayak Collingwood
- Rentals with lake access Collingwood
- Beachfront rentals Collingwood
- Cabin rentals Collingwood
- Fitness-friendly rentals Collingwood
- Rentals with breakfast Collingwood
- Apartment rentals Collingwood
- Cottage rentals Collingwood
- Rentals with beach access Collingwood
- House rentals Collingwood
- Pet-friendly rentals Collingwood
- Waterfront rentals Collingwood
- Townhouse rentals Collingwood
- Rentals with a firepit Collingwood
- Rentals with a sauna Collingwood
- Flat rentals Collingwood
- Rentals with outdoor seating Collingwood
- Rentals with pools Collingwood
- Rentals with a washing machine and dryer Collingwood
- Chalet rentals Collingwood
- Private suite rentals Collingwood
- Rentals with a fireplace Collingwood
- Rentals with an EV charger Collingwood
- Rentals with a patio Collingwood
- Rentals with a hot tub Collingwood
- Family-friendly rentals Collingwood
- Villa rentals Simcoe County
- Villa rentals Ontario
- Villa rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Wasaga Beach Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Kee To Bala
- Burl's Creek Event Grounds
- Caledon Ski Club LTD
- Casino Rama Resort
- Forks of the Credit Provincial Park
- Inglis Falls
- Bass Lake Provincial Park
- Harrison Park
- Wye Marsh Wildlife Centre
- Innisfil Beach Park
- Mono Cliffs Provincial Park
- Awenda Provincial Park
- Couchiching Beach Park
- Island Lake Conservation Area



